Winning someone's affection is always a challenge, but it becomes even more difficult when that person is particularly stubborn. Luckily, with enough time and patience, you may be able to reach his heart and help him see the real you. Continue reading to discover how you can navigate dealing with a stubborn man and help him open up to you.
Steps
Allow him to make the first move.

Don’t make yourself overly accessible all the time. If you appear too eager to spend time with him, it may be off-putting. You don’t need to cancel your plans, but avoid rearranging everything for him. If he reaches out when you're busy, suggest another day.
- Make sure the effort in organizing dates is shared equally. Aim for a 50/50 balance to ensure his interest is genuine.
- If he never initiates hangouts, it may indicate a lack of interest. If you always find yourself being the one to start plans, it might be time to reconsider.
Be open with him.

If you allow yourself to be vulnerable, he’s more likely to do the same. Share personal experiences from your life to let him in. You could talk about a childhood memory, reveal a secret, or confess an embarrassing moment.
- This could help him feel safe enough to open up to you in return.
- Keep some things a bit mysterious to encourage him to ask questions and grab his full attention.
Become his friend.

Lift him up, stand by him, and simply be there when he needs you. If he isn’t ready to label you as his partner just yet, focus on being an excellent friend. Over time, you may earn his affection and eventually transition into a romantic relationship.
- Think about what you seek in a great friend: someone who listens, supports you, or just shares good times.
- Additionally, showing him your nurturing side is a wonderful way to reveal your empathy and thoughtfulness.
- Reader Poll: We surveyed 260 Mytour readers, and 47% of them agreed that the quality they value most in a potential partner is empathy and caring nature. [Take Poll]
Keep things playful.

Let him know that you find him cute, funny, and attractive. Laugh at his jokes, gently touch his arm or hand, and lean in just a bit closer than usual. Keep things lighthearted and fun to remind him you're here for a good time—this playful approach might just win him over.
- A stubborn guy may take a little longer to flirt back, so you may need to be a bit more forward at first!
- If he starts flirting back, it’s a great sign that his interest is growing.
Mytour Quiz: Does He Have Feelings for Me?
Some guys can be an absolute enigma. How can you tell if he sees you as a friend—or if he’s interested in something more? Take this quiz to get your answer!
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When you're in a crowd together, how often do you catch him looking at you from across the room?
Bond over shared interests.

What do you both enjoy doing together? Perhaps you both enjoy reading, so you could spend time at a bookstore or library. Or, maybe you both love surfing and hit the beach every Saturday. Find activities you both enjoy to show him how well you connect.
- Trying new things is always a great option! If he’s into something you’ve never tried, give it a go. He’ll appreciate that you’re open to new experiences (and you’ll show him how fun you can be).
Make him laugh.

Bring out your sense of humor whenever you’re together. Crack a few jokes or be a bit cheesy to get him to laugh. If he enjoys his time with you, he’ll likely start to like you even more.
- This works especially well if you both share a similar sense of humor.
Don’t be afraid to act silly around him.

Let him see how at ease you are around him. Don’t stress about your appearance or your outfit—just go ahead and make goofy faces or dance like nobody’s watching. It’ll show him you’re confident and comfortable, even when you’re being a little silly.
- Being playful with him will help him relax and lower his defenses as well.
Embark on adventures together.

Give him a taste of how exciting it would be if you two were in a relationship. Plan fun activities like hiking or visiting a new museum. If he has a blast, he’ll start associating those experiences with you (and just how amazing you are).
- Ideas include a picnic in the park, walking your pets, taking a road trip to the beach, or even going away for the weekend together.
Continue living your life.

Stay engaged with your friends and hobbies. Not only will this show him that you’re a well-balanced individual who’s not overly clingy, but it also signals that you won’t rearrange your life for a man who isn’t ready to open up. You can make him a priority without giving up everything else.
- Additionally, if things don’t work out, you can easily return to your routine without missing a beat.
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If months have passed and he’s still too stubborn to commit, it may be time to move on and explore other possibilities.
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Let him know you have options and are living a successful life.
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Keep your eyes on your goals, as ambition is incredibly attractive to others.
